
Holiday rentals with a pool in Manatee County
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Top-rated rentals with a pool in Manatee County
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Water's Edge: Charming Canal Oasis
*BOAT DOCK AVAILABLE* Escape to the serene waters of our canal-side retreat in Sarasota! Just minutes from downtown's vibrant entertainment scene and pristine beaches, this cozy haven offers a peaceful retreat. Relax on the dock, take a kayak or paddleboard out, or simply soak up the sun. Explore the city's arts and culture scene, indulge in fresh seafood, or unwind on the beach. This charming retreat is the perfect blend of relaxation and adventure. Book now and experience the best of Sarasota!

A pool, hot tub, & espresso sleeps 4
Welcome to your Sarasota escape! This fresh, brand-new apartment offers the perfect blend of comfort, style, and privacy—ideal for a relaxing getaway on Florida’s stunning Gulf Coast. Step into your private oasis, where you'll enjoy exclusive access to a heated saltwater pool and hot tub, perfect shared spaces: ✨ entry way ✨ laundry ✨separate patio area (see layout photo) private spaces: ✨ kitchen ✨ living area ✨ bathroom/bedroom ✨ pool *rental agreement required, please see house rules

New Country Cottage on Lake Manatee Lakewood Ranch
Centrally located. Minutes from the Freedom Factory Race Track! As well as the popular area of Lakewood Ranch Sports Complex, Sports. Additional Attractions: Elephants, Lions, Bears, Shark tooth hunting on Peace River. As you arrive onto the property it Welcomes you with Bamboo Trees and Waterfront Views. The Cottage is New throughout and offers 5 acres of Enjoyable grounds. Private Pool.Fenced yard, Cottage decks. Beautiful Sunsets and Sunrises. Peaceful Waterfront Property. Minutes from town.

SLeePs18+2babyCrib-Hotub-2kingSuites-IMG-picklbal
We sleep 18 adults comfortably plus have 2 baby cribs, so can sleep 20! 5 BEDROOMS!!! NEW PICKLEBALL COURT- new mini golf course- Kids playground- Hot tub- bunks with tube slide- Arcade room- pool table and more! ▪️2Game Rooms ▪️2KingSuites ▪️7miles to Beach ▪️Blackout curtains ▪️BabyMonitor▪️Crib on wheels AND PackNPlay ▪️HighChair ▪️beach chairs▪️pool table▪️hot tub ▪️pickleball▪️RokuTV’s▪️Self Checkin ▪️AirHockey ▪️Grill ▪️FirePit ▪️Washer/Dryer ▪️CoffeeBar▪️Cable ⭐️No Checkout List⭐️

4BR Golf View-Heated Pool/IMG Academy/Near Beaches
Welcome to The Cortez Retreat! We are delighted to have you. This gorgeous home has been completely renovated in a peaceful neighborhood overlooking the IMG Golf Course. Pack your bags and get ready to escape to SW Bradenton, just 6 miles from SRQ Airport and 10 miles from downtown Sarasota. Siesta Key has been rated the #1 beach in the US, only 17 miles from the home. Additionally, Ana Maria Island is 11 miles, Lido Beach 12 miles, Coquina Beach 9 miles, and Longboat Key 12 miles from home!

Heated 3BR Pool Home Glen Oaks | Close to Downtown
Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164

100 yr Old Stone Home + Pool + 9 miles to beaches
Charming 100-Year-Old Restored Stone House with Italian Flair – Close to Beach & Downtown! Welcome to your dream getaway! This beautifully restored 100-year-old stone home blends old-world charm with modern luxury. Inspired by the elegance of Italy, this unique retreat is just minutes from the beach and vibrant downtown Bradenton. The home has abundant natural light and has 2 bedrooms, 2 half baths and a spacious yard! You will love the heated pool and outdoor firepit for year-round relaxing.

A Sunny, Sandy Winter Escape @ The Solace Retreat
Escape the cold and settle into the sunshine at the Solace Retreat. a beautifully remodeled duplex just steps from the sugar-sand shores of Anna Maria Island. Whether you're trading snow for palm trees or planning a relaxing coastal getaway, the warm and inviting retreat is designed to help you truly unwind. With access to both sides, The Solace is ideal for multifamily vacations, offering the perfect balance of togetherness and privacy. RECHARGE, far from winter coats and busy schedules.

Sun-Kissed Memories!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Sunrise Villa - Tropical 3 bedroom home with pool
Relax with the family at this tropical oasis. Sunrise Villa sits in the corner of a quiet cul-de-sac, just a quarter mile from Palma Sola Bay and 5 miles from the quaint island of Anna Maria and its sandy white beaches. Enjoy the tropical backyard paradise and the abundance of restaurants, beaches, and entertainment in close proximity. Lounge by the pool, take a bike ride along the bay, take a short bike/car ride over to the island, or take a short car ride to downtown Bradenton.

Palm Retreat Gold: Luxury Edition of #1 Rental
High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴
Popular amenities for Manatee County rentals with a pool
House rentals with a pool

Useppa Villa

Heated Pool • Game Arcade • Family Putting Oasis

Seashells & Sunshine – Pool, Games, AMI Beaches

Family Fun•POOL•Sleep 14•Game•SRQ, Ami &Beaches

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG

Siesta Key, FL - Casa Berano

Private Heated Pool Retreat for Two Families

New! Resort-Style Pool + Hot Tub + Beaches + IMG!
Apartment rentals with a pool

Palms Villa: Cozy & Minutes from Anna Maria Island

On the Beach; Siesta Key SunBum Studio

Crystal House on Siesta Key Beach

Luxury 3/3 Margaritaville Resort

Comfy Siesta Key Condo

A&A's Paradise near IMG & Anna Maria beaches

Sunset and beach view from your balcony Unit 403

Cozy 2 bed/2.5 bath townhome
Other holiday rentals with a pool

Heated Pool Retreat Near IMG & Anna Maria Island

4/2 Home Heated Pool/close to Anna M. Beaches/ IMG

Luxury Lido Key Getaway on St. Armands Circle

New! Boat Dock + Dolphins + Beaches + Hot tub!

Freshly Renovated Vacation Villa at Shorewalk

Guest House with Hot tub & Heated Pool

Trophy Fish at the Oasis

Serenity at Sabal Key - Renovated Relaxing Comfort
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Coquina Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- Manasota Key Beach
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
- Things to do Manatee County
- Tours Manatee County
- Nature and outdoors Manatee County
- Sports activities Manatee County
- Art and culture Manatee County
- Things to do Florida
- Sightseeing Florida
- Wellness Florida
- Tours Florida
- Entertainment Florida
- Art and culture Florida
- Food and drink Florida
- Nature and outdoors Florida
- Sports activities Florida
- Things to do United States
- Wellness United States
- Food and drink United States
- Entertainment United States
- Sightseeing United States
- Sports activities United States
- Tours United States
- Nature and outdoors United States
- Art and culture United States




